Location: Clearwater
Do Not Show Listings
240 SAND KEY ESTATES DR #257, CLEARWATER, FL 33767
$680,000243 Days on yellowkey MLS ID: TB8438658
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1983Monthly Fee: $974 Tax: $8,333 (2024)Community: Harborage IiCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,333
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: NO STORM DAMAGE!! Beautiful Sand Key Estates waterfront condo that looks out over the Intracoastal & Gulf Beaches in Clearwater Florida is the perfect home to bring your boat, family & friends to enjoy everything Florida has to offer. Every room has full view glass sliding doors to access the large screened porch. The kitchen, dining & living area all overlook the water while you enjoy the upgraded appliances, very attractive solid wood cabinets, & solid surface counter tops. Condo has upgraded, beautiful bamboo flooring thru-out, with ceramic tile flooring in both large baths. The Master bedroom suite is great, looking out over the pretty views, & walks out to the large patio. Master bath is really stunning with designer tile in the big walk-in shower & waterfall custom shower head, plus the terrific custom double sink bath vanity with granite counter top. The design of the split bedrooms & split bathrooms allows for privacy, yet gives guest room the terrific views for your family & friends that visit. Bath 2 has a designer, solid wood cabinet with granite counter top plus a great tiled tub area that everyone will enjoy. The Condo has a spacious "in house" laundry room that includes the washer and dryer plus lots of built in storage. The Harborage II Condo's offer tons of features that include tennis, pickleball, heated pool, fishing pier, outside grills & picnic area & lots more! You are just a short distance away from Sand Key's beautiful beaches. This Condo includes the biggest boat slip in the development that allows you to bring the boat of your choice to enjoy. Your privacy and security are totally protected with the guard station and a totally secure neighborhood. This Condo Owner has maintained the quality and design of a home that offers you a beautiful property in one of Florida's most prestigious waterfront development that also has a financially secure Homeowners account to handle all emergencies and ongoing maintanence. This is an outstanding Condo location & well managed.
Listing is courtesy of: OLYMPIC REALTY SERVICES LLC (727-937-0107)
Listing Agent: Sherry Wendt (706-897-1047)
2001 GREENBRIAR BLVD #13, CLEARWATER, FL 33763
$64,900174 Days on yellowkey MLS ID: W7881767
0 Days Off yellowkey (back on 6/23/2026)
REDUCED by $5,000 (7.2%) on 05/16/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 605 Built: 1970 Tax: $1,129 (2024)Community: Greenbriar CondoSpa: NoCondo
Taxes:$1,129
Remarks: Under contract-accepting backup offers. Updated one-bedroom, 1 Bath, 55+ 2nd Story Condo in Clearwater, featuring 8-foot-plus ceilings and crown molding for a clean, upscale finish. This residence delivers the feel of executive living at a fraction of the typical cost. Inside, you’ll find brand-new kitchen appliances, new flooring throughout, and a fully updated bathroom—with no carpet anywhere in the home. The laundry room is conveniently located just steps away, adding to the effortless lifestyle this property provides. Enjoy peace of mind knowing the home is located in a non-flood zone, per the County and let the community amenities elevate your everyday living. The beautiful pool and clubhouse create a resort-like atmosphere, while the scenic walking along a tranquil creek offers a relaxing retreat right outside your door. There’s no yard work, no roof maintenance, no mowing, and no weeds to pull—just lock-and-leave convenience paired with comfort and style. This is low-maintenance living at its finest, perfect for those who value quality, simplicity, and a polished lifestyle, the HOA also covers Cable TV & Internet & Sewer & Trash & Water & Fitness Center & Pool & Clubhouse. Less than 20 miles to St. Pete Beach In Florida was just named The #1 Beach in America and the Fifth Best Beach in The World. Please view two videos: Tour 1 & Tour 2
Listing is courtesy of: KELLER WILLIAMS REALTY- PALM H (727-772-0772)
Listing Agent: Eric Jenkins, Pa (727-409-3484)
1000 COVE CAY DR #4D, CLEARWATER, FL 33760
$214,50030 Days on yellowkey MLS ID: TB8512451
REDUCED by $500 (0.2%) on 06/23/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 960 Built: 1991 Tax: $708 (2025)Community: Cove Cay Village IiiSpa: YesCondo
Taxes:$708
Elementary School: Belcher Elementary-PN
High School: Pinellas Park High-PN
Tax Year: 2025
Middle School: Oak Grove Middle-PN
Remarks: Move-in ready and sold furnished, this beautifully updated 2BR/2BA condo offers effortless waterfront living in a vibrant all-ages community of Cove Cay with 24/7 guarded security. This Unit is located in the desirable Village III. Enjoy serene views of the pool, marina, restaurant, and bay from the oversized screened balcony with access from both the living room and primary suite. Tastefully renovated, the interior features a redesigned kitchen with granite countertops, dark wood cabinetry, glass backsplash, stainless appliances, crown molding, and wood flooring throughout the main living areas and bedrooms. Both bathrooms have been fully updated with granite counters, stylish vanities, glass-enclosed tile showers, and designer finishes. The primary bedroom includes two closets, plus washer and dryer are included. Enjoy maintenance-free living with an all-inclusive HOA covering internet, cable, water, sewer, trash, exterior maintenance, and building insurance. Community amenities include a renovated pool, spa, clubhouse with full kitchen, marina access with boat and kayak rentals, and a newer building roof already completed. Note: The Cove Cay Golf Course and Marina are open to the public. Contact each directly for current rates. Schedule your showing today!
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Claudia Williams (561-207-0112)
5265 E BAY DR #1013, CLEARWATER, FL 33764
$110,00048 Days on yellowkey MLS ID: TB8507141
REDUCED by $10,000 (8.3%) on 06/23/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 620 Built: 1982 Tax: $142 (2025)Community: Bay Oaks CondoCondo
Taxes:$142
Remarks: Welcome to this ground-floor residence in the well-maintained Bay Oaks Condo community. Nestled in Building 10, located in a NO-flood zone, this unit offers privacy and peace of mind in a quiet setting. Less than 2 years old AC unit/water heater. This unit features a bright, open floor layout with wood-look tile throughout the main living areas. The generously sized bedroom includes a walk-in closet, and the effective bathroom tile and vanity. A washer and dryer are included, and there is plenty of storage throughout the unit. Enhancing the home is a windowed, screened-in solarium—ideal for year-round use and easily accessible from both the living room and bedroom. Additional highlights include a covered, reserved parking space directly in front of the unit and plenty of guest parking. Bay Oaks is a quiet, ALL-ages, pet-friendly community offering mature oak trees, lush landscaping, a community pool, and a pond with a fountain. Shopping is located directly across the street, and the $470/month HOA fee covers cable, internet, sewer, trash, pool, and grounds maintenance. (One or more photos are AI Enhanced - Seller is motivated)
Listing is courtesy of: COLDWELL BANKER REALTY (727-381-2345)
Listing Agent: King Phinyathanabat (513-240-7179)
2400 FEATHER SOUND DR #933, CLEARWATER, FL 33762
$209,90087 Days on yellowkey MLS ID: TB8493126
REDUCED by $2,600 (1.2%) on 06/06/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1075 Built: 1992Monthly Fee: $707 Tax: $4,194 (2025)Community: Audubon Condo At Feather SoundSpa: YesCondo
Taxes:$4,194
Remarks: Welcome to your slice of paradise at Audubon Condominiums in the highly sought-after Feather Sound Golf community! This stunning 2-bedroom, 2-bathroom 3rd floor condo with elevator has been fully updated and offers breathtaking views of the Feather Sound Country Club golf course along with serene water views. Step inside to discover a bright, open-concept layout featuring modern finishes throughout. The spacious living area flows effortlessly onto a private balcony—perfect for enjoying your morning coffee or unwinding with sunset views over the fairways and water. The beautifully renovated kitchen boasts sleek countertops, updated cabinetry, and stainless steel appliances, making it ideal for both everyday living and entertaining. Washer and Dryer included! The primary suite is a true retreat, complete with generous closet space and a fully updated en-suite bathroom. The second bedroom and bathroom are equally well-appointed, offering comfort and privacy for guests or a home office setup. Located within a gated community, residents enjoy access to resort-style amenities including a pool, fitness center, Indoor basketball court and beautifully maintained grounds. HOA includes internet and cable. Conveniently situated near Tampa, St. Petersburg, major highways, shopping, dining, and top-rated golf, this condo offers the perfect blend of luxury, comfort, and location. Don’t miss your opportunity to own this move-in-ready gem with unbeatable views of Feather Sound Golf Course—schedule your private showing today!!!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Steven Sallo (727-260-2142)
14810 RUE DE BAYONNE #7G, CLEARWATER, FL 33762
$370,000168 Days on yellowkey MLS ID: TB8462888
REDUCED by $29,000 (7.3%) on 05/07/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1515 Built: 1983Monthly Fee: $913 Tax: $2,867 (2024)Community: Feather Pointe I CondoCondo
Taxes:$2,867
Remarks: Welcome to this exquisitely updated 3-bedroom, 2-bath top-floor penthouse corner unit, where sweeping views and thoughtful design create a truly elevated living experience. Perched above a championship golf course that proudly hosts PGA tournaments, this home offers a front-row seat to stunning fairways, shimmering water, and the excitement of tournament play. Tile (new 2020) and wood flooring flow throughout the open living, dining, and kitchen areas, seamlessly connecting to a wrap around screened-in balcony through multiple sliding glass doors bringing in plentiful natural light—perfect for morning coffee, sunset cocktails, or simply soaking in the serene scenery. The kitchen which opens into the living room is a perfect blend of style and function, featuring sleek stainless-steel appliances (12/2020), granite countertops, recessed lighting, a convenient closet pantry, and a reverse osmosis system serving both the sink and refrigerator—ideal for both everyday living and entertaining. The primary suite is a private retreat, thoughtfully positioned away from the other bedrooms to create a true split-bedroom floor plan. It boasts a 6.7 x 5 walk-in closet with custom built-ins, a ceiling fan, views from the large window and an en-suite bathroom with granite countertops, split dual vanities, a private water closet, and a walk-in shower, your own sanctuary of comfort and style. The second bedroom features wood flooring, a ceiling fan, a built-in closet and sliding glass doors opening to the balcony, while the third bedroom includes a generous 6.10 x 7 walk-in closet and a ceiling fan. All bedrooms offer spectacular views of the golf course and water. The guest bathroom is elegantly finished with granite countertops and a tub/shower combination. Additional highlights include 2021 installed hurricane-rated windows throughout, new A/C unit in 5/2024 with 10-year warranty, new hot water heater 11/2025 with 6-year warranty, an in-unit laundry room with enough space for a full-size washer and dryer, a coveted under-building parking space and garage storage locker. With abundant in-unit storage, including multiple walk-in closets, storage closets, and generous cabinetry, this penthouse combines everyday comfort with the prestige of living on a PGA tournament golf course. Ideally located close to restaurants, shopping, Clearwater Airport, and just minutes from the white-sand beaches, this home offers the perfect blend of luxury, convenience, and coastal lifestyle.
Listing is courtesy of: CHARLES RUTENBERG REALTY INC (727-538-9200)
Listing Agent: Brett Tesney (727-482-3944)
239 S MCMULLEN BOOTH RD #37, CLEARWATER, FL 33759
$110,00021 Days on yellowkey MLS ID: TB8515913
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 747 Built: 1974 Tax: $1,500 (2025)Community: Tradewinds CondoCondo
Taxes:$1,500
Elementary School: Safety Harbor Elementary-PN
High School: Countryside High-PN
Middle School: Safety Harbor Middle-PN
Remarks: Your next move lands you here! The Florida lifestyle you have been looking for with a price tag that leaves you with plenty to enjoy being centrally located between all that Tampa and Clearwater have to offer. Sandwiched between Bayshore Blvd and McMullen Booth the opportunities are endless; from riding bike to downtown Safety Harbor for live music and a bite to eat; to jumping on Gulf to Bay for a day at Clearwater Beach. This first floor unit welcomes you home; freshly renovated showing off new floors, new kitchen appliances, updated electrical, and a newer water heater. Natural light flows in through the updated double window in the bedroom and sliding glass doors in the lving room leading to the screened in back porch. As a part of the Tradewinds Community you can enjoy a day at the pool or host a gathering in the clubhouse or a little of both. And if investment is the name of your game rental minimum is only 30 days!
Listing is courtesy of: KELLER WILLIAMS TAMPA CENTRAL (813-865-0700)
Listing Agent: James Adair, Pa (813-865-0700)
2436 RHODESIAN DR #32, CLEARWATER, FL 33763
$200,000107 Days on yellowkey MLS ID: W7883856
REDUCED by $10,000 (4.8%) on 05/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1982Monthly Fee: $545 Tax: $2,156 (2025)Community: On Top Of The WorldCondo
Taxes:$2,156
Remarks: !! PRICE REDUCED !!– TURN-KEY & READY TO ENJOY!! Welcome to effortless Florida living in this fully furnished 2-bedroom, 2-bath condo located in the highly sought-after On Top of the World 55+ community! This move-in ready gem is perfect as a full-time residence or seasonal retreat—just bring your suitcase and start living the lifestyle you’ve been dreaming of. Step into easy, low-maintenance living with a home that’s already beautifully furnished and designed for comfort. But the real highlight? The resort-style amenities that make every day feel like a vacation: FREE golf Heated pools Tennis & pickleball courts Lawn bowling & walking paths Active clubhouse with endless clubs, events & social activities Located just minutes from shopping, dining, medical facilities, and local attractions, this community offers the perfect blend of convenience, connection, and carefree living. Affordable. Furnished. Amenity-packed. This is your chance to own in one of the area’s most vibrant 55+ communities—don’t wait!
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Camille Cash (727-207-8929)
2020 LAKEVIEW DR #105, CLEARWATER, FL 33763
$200,000115 Days on yellowkey MLS ID: TB8467037
1 Days Off yellowkey (back on 5/24/2026)
REDUCED by $20,000 (9.1%) on 05/15/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1155 Built: 1989Monthly Fee: $278 Tax: $3,871 (2025)Community: Villas Of Lake ArborCondo
Taxes:$3,871
Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to effortless Florida living in this beautifully maintained ground floor 2-bedroom, 2-bath condo located in the highly sought-after Villas of Lake Arbor. It's 55+ maintenance-free, pet-friendly community situated in no flood /no evacuation zone. The spacious kitchen offers a charming eat-in area, stylish built-in shelving, and abundant pantry storage. Enjoy the convenience of an interior laundry room complete with a full-size washer and dryer. The spacious open-concept living and dining room combination offers a seamless flow that’s perfect for both everyday living and entertaining. The dining area easily accommodates a full-size table, while the adjoining living room provides a comfortable gathering space. The open design enhances the sense of space and connectivity, creating a inviting atmosphere ideal for hosting guests or relaxing at home. The primary suite features a generous walk-in closet and sliding glass doors that open to the Florida room — the perfect space to relax and unwind. Both bathrooms have been tastefully updated with elegant quartz countertops and the primary bath with new recessed lighting. Just steps from your door, enjoy the beautifully heated pool and scenic lakeside fishing pier with tranquil water views. The impeccably maintained grounds feature gathering tables ideal for socializing and enjoying the Florida sunshine. Covered carport parking is conveniently located directly outside your front door. The HOA provides exceptional value, covering water, trash, cable, internet, roof, building insurance, and exterior maintenance. Ideally located near shopping, dining, medical facilities, parks, and the stunning Gulf beaches, this condo truly offers comfort, convenience, and carefree living!
Listing is courtesy of: BILTMORE GROUP INC (727-559-2008)
Listing Agent: Donna Kelly (727-742-8482)
1216 S MISSOURI AVE #408, CLEARWATER, FL 33756
$99,00012 Days on yellowkey MLS ID: TB8518605
REDUCED by $8,000 (7.5%) on 06/20/2026
Bed: 1 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 660 Built: 2004Monthly Fee: $670 Tax: $2,408 (2025)Community: Residence At RenaissanceCondo
Taxes:$2,408
Elementary School: Belleair Elementary-PN
High School: Clearwater High-PN
Remarks: Affordable Clearwater Condo for Sale – Move-In Ready & Priced Below Market Value! Welcome to your affordable slice of paradise at 1216 S Missouri Ave #408, Clearwater, FL 33756! This beautifully maintained 1-bedroom, 1-bathroom furnished condo in Clearwater offers exceptional value and is priced below market value, making it one of the best opportunities for buyers seeking a move-in ready condo near Clearwater Beach. Whether you’re searching for a primary residence in Clearwater, a Florida vacation home, a seasonal retreat, or an investment opportunity, this top-floor condo offers the ideal combination of affordability, convenience, and location. Located as a top-floor end unit, Unit #408 enjoys added privacy and an abundance of natural light thanks to additional corner-unit windows. The bright, open feel creates a welcoming environment perfect for relaxing after enjoying the nearby beaches, dining, and everything Clearwater has to offer. Step inside to discover a fully furnished, turnkey condo ready for immediate occupancy. The thoughtfully designed floor plan features a comfortable living area, dining space, spacious bedroom with generous closet storage, and a clean, well-maintained bathroom. This home has been lovingly cared for, allowing for an easy, stress-free move-in experience—simply bring your personal belongings and start enjoying the Florida lifestyle. Residents enjoy access to desirable community amenities, including a sparkling swimming pool, fitness center, and beautifully maintained grounds perfect for enjoying sunny Florida days. The professionally managed community helps maintain strong curb appeal and long-term value. Location is everything—and this Clearwater condo delivers. Just minutes from world-famous Clearwater Beach, consistently ranked among the best beaches in Florida and the nation, you’ll enjoy quick access to sugar-sand beaches, waterfront dining, shopping, entertainment, and outdoor recreation. Grocery stores, restaurants, medical facilities, and daily conveniences are all nearby. Commuters and travelers will appreciate quick access to US-19, Gulf-to-Bay Boulevard, and surrounding Tampa Bay destinations. Plus, both St. Pete–Clearwater International Airport (PIE) and Tampa International Airport (TPA) are conveniently located nearby, making travel simple. Opportunities like this are hard to find. A furnished, move-in ready condo in Clearwater priced below market value and close to Clearwater Beach is a rare opportunity in today’s market. Whether you are looking for a place to call home, a seasonal escape, or a low-maintenance Florida lifestyle, Unit #408 is ready for its next owner. Schedule your private showing today and discover why 1216 S Missouri Ave #408 is one of the best condo values in Clearwater, Florida!
Listing Agent: Lance Willard Llc (727-487-1894)
100 PIERCE ST #601, CLEARWATER, FL 33756
$595,0005 Days on yellowkey MLS ID: TB8512270
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1269 Built: 1974 Tax: $8,298 (2025)Community: Pierce 100 CondoSpa: YesCondo
Taxes:$8,298
Middle School: Largo Middle-PN
Remarks: Virtually Staged. Experience breathtaking waterfront living from this spacious 2-bedroom, 2-bath residence in the highly sought-after 100 Pierce condominium in the heart of Downtown Clearwater. Priced at $600,000, this exceptional home offers approximately 1,435 square feet of living space and showcases panoramic views of Clearwater Harbor, the marina, and the Clearwater Memorial Causeway from multiple private balconies. The thoughtfully designed floor plan features expansive living and dining areas filled with natural light, creating the perfect setting for both everyday living and entertaining. Floor-to-ceiling sliding glass doors frame the stunning water views and provide seamless access to generous outdoor living spaces where you can enjoy morning coffee, watch boats navigate the harbor, and take in spectacular Florida sunsets. The kitchen offers granite countertops, abundant cabinetry, ample workspace, and a functional layout that opens to the main living areas. The spacious primary suite features direct balcony access, water views, a walk-in closet, and an en-suite bathroom. A generously sized guest bedroom also enjoys balcony access and beautiful waterfront vistas, providing comfort and privacy for family and visitors alike. Offered unfurnished, this residence presents an outstanding opportunity for a new owner to personalize the space while enjoying one of Clearwater’s most desirable waterfront locations. Residents of 100 Pierce enjoy a resort-inspired lifestyle with a waterfront pool and spa, fishing dock, kayak and paddleboard storage, clubhouse, barbecue grilling area, covered parking, and secure building access. Ideally located in the heart of Downtown Clearwater, just moments from The BayCare Sound at Coachman Park, waterfront dining, shopping, entertainment, and world-famous Clearwater Beach, this residence offers the perfect combination of location, views, and lifestyle. Enjoy easy access to concerts, festivals, community events, and the vibrant waterfront atmosphere that has made Downtown Clearwater one of Tampa Bay’s most exciting destinations. Highlights Include: • 2 Bedrooms | 2 Bathrooms • Approximately 1,435 Sq. Ft. • Multiple Private Balconies • Panoramic Marina and Harbor Views • Granite Countertops • Walk-In Closet in Primary Suite • Floor-to-Ceiling Sliding Glass Doors • Covered Parking • Waterfront Pool & Spa • Fishing Dock • Kayak & Paddleboard Storage • Clubhouse & Barbecue Grills • Minutes to Clearwater Beach and Downtown Clearwater Discover the rare opportunity to own a waterfront residence with spectacular views, generous living spaces, and an unbeatable Downtown Clearwater location.
Listing is courtesy of: HAUZMART REALTY (813-252-2465)
Listing Agent: Ivan Tello (813-803-2115)
701 S MADISON AVE #502, CLEARWATER, FL 33756
$169,0005 Days on yellowkey MLS ID: TB8520631
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1160 Built: 1985 Tax: $3,362 (2025)Community: Lakeside Crossing CondoCondo
Taxes:$3,362
Remarks: Welcome to this spacious top-floor 2-bedroom, 2-bath condominium offering 1,206 square feet of comfortable living space in the heart of Clearwater. This well-designed residence features an oversized living area with plenty of room for both living and dining, creating a versatile and inviting space for everyday living and entertaining. The kitchen offers ample cabinet and counter space and opens to the main living area. The primary suite features a walk-in closet and private en-suite bath, while the second bedroom and full guest bath provide comfortable accommodations for family and guests. A dedicated laundry room adds convenience and additional storage. Residents enjoy access to the community swimming pool and a convenient location close to shopping, dining, Downtown Clearwater, major roadways, and the world-famous Gulf beaches. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this top-floor condo offers exceptional value at an affordable price.
Listing is courtesy of: HIGH POINT REALTY INC (727-466-6697)
Listing Agent: Julia Krymoff (813-830-2181)
2073 DENMARK ST #37, CLEARWATER, FL 33763
$277,900114 Days on yellowkey MLS ID: TB8482670
REDUCED by $1,000 (0.4%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1971 Tax: $2,667 (2025)Community: On Top Of The WorldCondo
Taxes:$2,667
Remarks: Virtually Staged. Beautifully renovated 2-bedroom, 2-bath condominium located in the highly desirable On Top of the World community in Clearwater. This spacious residence has been extensively updated and offers a fresh, modern interior with thoughtful upgrades throughout. Recent improvements include a fully remodeled kitchen, renovated bathrooms, updated flooring in select areas, fresh interior paint, and upgraded lighting fixtures. The water heater was installed in November 2025, and the AC system was replaced at the end of 2023, offering improved comfort and energy efficiency. The well-designed floor plan offers bright and inviting living spaces filled with natural light, creating a comfortable setting for both everyday living and entertaining. The updated kitchen features modern finishes, ample cabinetry, and a clean, contemporary design. Both bedrooms are generously sized, and the renovated bathrooms include stylish updates that enhance the overall appeal of the home. Residents of On Top of the World enjoy access to a wide variety of amenities including a clubhouse, fitness center, swimming pools, tennis courts, walking paths, and numerous recreational and social activities. The community is known for its active lifestyle and well-maintained surroundings. Conveniently located in Clearwater, the property is just a short drive from beautiful Gulf beaches, shopping, dining, parks, and major roadways, with easy access to Tampa and St. Petersburg. This updated condominium offers an excellent opportunity to enjoy comfortable living in one of Clearwater’s most established and sought-after communities. Schedule your showing today.
Listing is courtesy of: SUNSHINEAGLE LLC (941-416-4580)
Listing Agent: Alessandro Antezza (941-416-4580)
2446 ENTERPRISE RD #4, CLEARWATER, FL 33763
$129,90053 Days on yellowkey MLS ID: TB8502216
REDUCED by $5,100 (3.8%) on 06/22/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 593 Built: 1982Monthly Fee: $123 Tax: $633 (2025)Community: Villas At Countryside TheSpa: NoCondo
Taxes:$633
Remarks: Lovely 1 bedroom, 1 bathroom move in ready villa in the heart of Countryside. Updated kitchen and bathroom with a living room and dining area combination. Good sized master bedroom with sliders. Washer/Dryer hookup inside the unit. Comes with a covered carport spot right in front of the unit. Nicely maintained community with low hoa fees, land lease and community pool. This location puts you close to the mall, top rated area beaches, with easy access to Tampa & St. Pete. Great maintenance free living, the perfect place for home or a winter getaway.
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
701 S MADISON AVE #215, CLEARWATER, FL 33756
$173,000239 Days on yellowkey MLS ID: TB8443549
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 870 Built: 1985Monthly Fee: $506 Tax: $2,389 (2024)Community: Lakeside Crossing CondoCondo
Taxes:$2,389
Remarks: Contemporary condo with granite counter kitchen and bamboo wood floors. Master bedroom has a walk in closet and ensuite bathroom. In unit washer/dryer. Lots of storage space. Split plan with bedrooms on each side of the living room/kitchen. Complex has party room, exercise gym and pool next to a small lake. Tampa and St Pete 30 minutes away. Downtown Clearwater 5 minutes. #1 rated Clearwater Beach is 10 minutes away, Tampa International Airport 30 minutes by car. Great location!!
Listing is courtesy of: PARTNERSHIP REALTY INC. (561-355-0270)
Listing Agent: Oswaldo Cuevas (813-370-6699)
2440 ENTERPRISE RD #2, CLEARWATER, FL 33763
$164,500311 Days on yellowkey MLS ID: TB8419563
REDUCED by $5,000 (2.9%) on 06/10/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 915 Built: 1983 Tax: $1,249 (2024)Community: Villas At Countryside TheCondo
Taxes:$1,249
Remarks: Fantastic condo in the heart of Clearwater/Countryside with some of the lowest maintenance fees in town. Not many condos in this price range have maintenance fees this low. And seller is also offering 3k at closing for any decorative changes buyer would like to make. This condo features 2 bedrooms and 2 bathrooms across 915 sq ft, which includes a bright great room floorplan, indoor laundry, and newer appliances in a well-appointed kitchen with granite countertops, soft-close drawers, and a pantry. Enjoy morning coffee or evening wine on your large screened-in patio. Ceiling fans throughout keep things cool and energy-efficient. The unit includes covered parking, and the pet-friendly community offers a community pool, low HOA fees, and a dedicated carport space and plenty of guest parking. Located in flood zone X (high and dry) with easy access to shopping, dining, and beaches. Perfect for seasonal living, first-time buyers, or investment—this one checks all the boxes!
Listing is courtesy of: LUXURY & BEACH REALTY INC (727-800-5906)
Listing Agent: Michael Giarratano (727-580-5604)
2370 JAMAICAN ST #54, CLEARWATER, FL 33763
$130,000170 Days on yellowkey MLS ID: TB8460873
REDUCED by $30,000 (18.8%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1978 Tax: $482 (2024)Community: On Top Of The WorldCondo
Taxes:$482
Remarks: Beautiful Condo in Clearwater’s Premier 55+ Golf Community. Move right into this 2-bedroom, 2-bath 2nd-floor unit located in the highly desirable On Top of the World community. Upgrades Include new double-pane, hurricane impact resistant windows. Inside, you'll find an open floor plan with a bright living area, dedicated dining space, and a kitchen with new refrigerator and dishwasher, oak cabinets. Comfortable back room to sit and read a book or work on your hobby. Open the rear window to get a good breeze as you over look the large grassy outdoor space. Enjoy doing your laundry at your leisure with your own washer dryer. The large bedrooms are excellent for residents and guests alike with the convenience of a private bath in the Primary bedroom. Residents enjoy an unmatched lineup of amenities in this active 55+ community: Two private golf courses (no fee for residents), Two heated swimming pools, Tennis & pickleball courts, State-of-the-art fitness center, Two clubhouses that entertain social events, classes, clubs & dances. Also, available is a hobby studio, a woodshop, a dog park, walking trails, and more. Included in the HOA: Water, sewer, trash, cable TV, internet, exterior maintenance, grounds care, and full access to all community amenities. Pet-friendly community. Prime Clearwater Location: Just minutes to the beautiful Gulf beaches, shopping, dining, evening entertainment and medical facilities, and transportation options. This condo has exceptional value with an unbeatable lifestyle in one of Florida’s most sought-after 55+ communities. Bring your decorating ideas to make this place your home!!!
Listing Agent: Tim Gorr (727-804-0732)
2257 WORLD PARKWAY BLVD W #61, CLEARWATER, FL 33763
$169,80086 Days on yellowkey MLS ID: O6395784
REDUCED by $100 (0.1%) on 06/22/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1983 Tax: $2,387 (2025)Community: On Top Of The WorldCondo
Taxes:$2,387
Remarks: LOW HOA - HIGH AND DRY - FURNISHED - CLOSE TO THE BEST OF CLEARWATER - WHAT MORE COULD YOU ASK FOR!? This unit is the rare "Unicorn" of On Top of the World (OTOW) real estate: top-floor privacy (no upstairs neighbors), elevator convenience, and a location steps from the West Side Activity Center. Welcome to 2257 World Parkway W. #61, a meticulously reimagined 2-bedroom, 2-bathroom sanctuary in Clearwater. This is the ONE you’ve been searching for: in unit washer/dryer, only one shared wall with a neighbor, serenity of a private home with the lock-and-leave lifestyle of a luxury condo. Step through your new premium storm door, designed to invite in the cool fall breezes, and onto stunning high-end waterproof flooring that flows through an open-concept layout. The chef’s kitchen is a showstopper, featuring gleaming stainless steel appliances, crisp shaker cabinetry, and designer finishes. Experience total peace of mind with a brand-new water heater and a state-of-the-art all-in-one washer/dryer system that maximizes space and efficiency. Both bathrooms have been transformed into contemporary spa-like retreats with modern vanities and exquisite tile work. Sold fully furnished and turnkey, this 1,100 SQFT residence is truly move-in ready. THE ULTIMATE VALUE: While the monthly fee is modest ($544.89), it delivers an unparalleled lifestyle value worth thousands of dollars. Included features are high-speed fiber-optic internet, cable, water, and exclusive access to two private golf courses (FREE for owners), heated pools, a modern fitness center, and a vibrant social cafe. If you try and replicate this lifestyle amenities outside this community expect to pay $1,600 a month! With impact-resistant windows, assigned parking at your door, and free community transportation to nearby Clearwater Beach, this isn’t just a condo—it’s your new headquarters for the good life. Stop dreaming and start living. If you are looking for an easy rental - this checks all the boxes and available for purchase from all ages.
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
1257 DREW ST #14, CLEARWATER, FL 33755
$77,00092 Days on yellowkey MLS ID: TB8491536
REDUCED by $7,500 (8.9%) on 05/27/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 640 Built: 1964 Tax: $1,467 (2025)Community: Kenwood Garden Apts Co-OpCondo
Taxes:$1,467
Remarks: Newly renovated ! Come check out this stunning 1-bedroom, 1-bath second-floor condo offers the perfect blend of comfort, style, and convenience. Step into a bright and airy living space featuring a spacious living room that feels both open and inviting ideal for relaxing or entertaining. The updated kitchen boasts a stylish island, perfect for morning coffee, casual dining, or hosting guests. Enjoy ample closet space throughout, providing excellent storage and a clutter-free lifestyle. Unwind in the charming sunroom your own private retreat ideal for reading, working from home, or enjoying Florida’s sunshine year-round. Conveniently located just minutes from Clearwater Beach, as well as top-rated restaurants, shopping, and hospitals, this condo offers the best of coastal living with everyday convenience. Additional features include off-street parking and on-site laundry. This property also presents an excellent investment opportunity and would make a great rental. Don’t miss this opportunity to own a beautifully updated condo in a prime location!
Listing Agent: Betty Rohe (301-366-3208)
2430 BRAZILIA DR #64, CLEARWATER, FL 33763
$99,00069 Days on yellowkey MLS ID: TB8499382
REDUCED by $13,000 (11.6%) on 06/12/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1100 Built: 1970 Tax: $1,924 (2025)Community: On Top Of The WorldCondo
Taxes:$1,924
Remarks: Enjoy easy living in this 2-bedroom, 2-bath, 3rd-floor condo located in the desirable On Top of the World 55+ Golf Course Community in Clearwater. This fee-simple building sits just steps from the East Activity Center, offering quick access to the pool, fitness classes, clubs, and endless social activities. A welcoming leaded stained-glass front door opens to a bright layout featuring newer appliances and artistic murals in both bathrooms and the Florida room. The kitchen and Florida room feature a seamless epoxy floor coating, giving these high-traffic areas a clean, modern, easy-care finish. From the Florida room view of trees adding a relaxing backdrop to your morning coffee or evening unwind. Some Furniture negotiable. W/H 2023 This well-loved home is ready for your updates, offering the perfect opportunity to customize it to your taste in one of Clearwater’s most active and amenity-rich 55+ communities—complete with golf, pools, fitness centers, clubs, and more.
Listing is courtesy of: COLDWELL BANKER REALTY (727-781-3700)
Listing Agent: Lynne Leida-Goldsmith, Pa (727-410-9099)
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